(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

Base Information

Chemical Name:(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide
CAS No.:1444199-39-6
Molecular Formula:C₁₉H₂₃ClN₈O₅
Molecular Weight:478.895
Hs Code.:

Synonyms:(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

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Chemical Property of (6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

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Technology Process of (6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

There total 19 articles about (6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 4418-61-5
5-aminotetrazole

: 1444198-83-7
(2R)-2-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoic acid

: 1444199-39-6
(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; ethyl acetate; at 20 ℃; for 15h;
DOI:10.1016/j.bmc.2013.04.079

Reference yield:

: 889857-35-6
[((2E)-3-(5-chloro-2-methoxyphenyl)-2-{[(2,4,6-trimethoxybenzyl)amino]methyl}-2-propenyl)amino]ethyl acetate hydrochloride

: 1444199-39-6
(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydroxide; water / methanol / 2 h / 20 °C

2.1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C

3.1: 2 % platinum on carbon; hydrogen / tetrahydrofuran / 60 h / 20 °C

4.1: CHIRALCEL OD-H / acetonitrile; trifluoroacetic acid / Resolution of racemate

5.1: n-butyllithium / hexane; 1,2-dimethoxyethane / 20 °C

5.2: 1 h / -78 °C

6.1: trifluoroacetic acid; methoxybenzene / 2 h / 20 °C

7.1: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 0 °C

8.1: hydrogenchloride / ethyl acetate / 4 h / 20 °C

9.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 15 h / 20 °C

With hydrogenchloride; dmap; n-butyllithium; 2 % platinum on carbon; water; hydrogen; benzotriazol-1-ol; methoxybenzene; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid;
DOI:10.1016/j.bmc.2013.04.079

Reference yield:

: 889857-36-7
C₂₃H₂₇ClN₂O₇*ClH

: 1444199-39-6
(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C

2.1: 2 % platinum on carbon; hydrogen / tetrahydrofuran / 60 h / 20 °C

3.1: CHIRALCEL OD-H / acetonitrile; trifluoroacetic acid / Resolution of racemate

4.1: n-butyllithium / hexane; 1,2-dimethoxyethane / 20 °C

4.2: 1 h / -78 °C

5.1: trifluoroacetic acid; methoxybenzene / 2 h / 20 °C

6.1: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 0 °C

7.1: hydrogenchloride / ethyl acetate / 4 h / 20 °C

8.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 15 h / 20 °C

With hydrogenchloride; dmap; n-butyllithium; 2 % platinum on carbon; hydrogen; benzotriazol-1-ol; methoxybenzene; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; trifluoroacetic acid;
DOI:10.1016/j.bmc.2013.04.079